(S)-3-(2-Chloro-acetylaMino)-pyrrolidine-1-carboxylic acid tert-butyl ester synthesis

Yield:335280-33-6 71.5%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 1 h;

Steps:

4.1.1. tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate (12a)

General procedure: 11 (700 L, 8.79 mmol) was dissolved in anhydrous DCM (34 mL). 1-Boc-piperazine (1.96 g, 10.5 mmol) and triethylamine (1.84 mL, 13.2mmol) were added and the reaction was stirred at room temperature for1 h. The residue was taken up in a solution of saturated aq. NH4Cl andextracted with DCM. The combined extracts were dried over sodiumsulfate, filtered, and concentrated under a vacuum. The mixture waspurified by silica gel column chromatography (DCM: MeOH = 80:1) togive 12a as a white solid (1.96 g, 85.1% yield

References:

Lee, Je-Heon;Shin, Ji Eun;Kim, WooChan;Jeong, Pyeonghwa;Kim, Myung Jin;Oh, Su Jin;Lee, Hyo Jeong;Park, Hyun Woo;Han, Sun-Young;Kim, Yong-Chul [European Journal of Medicinal Chemistry,2022,vol. 237,art. no. 114356]